Bio-adipic acid production by catalysed hydrogenation of muconic acid in mild operating conditions

[Display omitted] •Muconic to adipic acid hydrogenation on 5% Pt/C.•Mild conditions: 4bar, 50–70°C, 60–90min.•Catalyst is stable and reusable, 100% selective.•Catalyst characterization pre-post reaction.•Insight on industrial bioprocess downstream. In this work trans,trans-muconic acid was hydrogena...

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Veröffentlicht in:Applied catalysis. B, Environmental Environmental, 2017-12, Vol.218, p.220-229
Hauptverfasser: Capelli, S., Rosengart, A., Villa, A., Citterio, A., Di Michele, A., Bianchi, C.L., Prati, L., Pirola, C.
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container_end_page 229
container_issue
container_start_page 220
container_title Applied catalysis. B, Environmental
container_volume 218
creator Capelli, S.
Rosengart, A.
Villa, A.
Citterio, A.
Di Michele, A.
Bianchi, C.L.
Prati, L.
Pirola, C.
description [Display omitted] •Muconic to adipic acid hydrogenation on 5% Pt/C.•Mild conditions: 4bar, 50–70°C, 60–90min.•Catalyst is stable and reusable, 100% selective.•Catalyst characterization pre-post reaction.•Insight on industrial bioprocess downstream. In this work trans,trans-muconic acid was hydrogenated to adipic acid, a strategic intermediate for the industry of polyamides and high performance polymers. This study: (1) develops a new and robust analytical method for the evaluation of muconic acid conversion and adipic acid selectivity, (2) defines a standard procedure for the confirmation of the kinetic regime using experimental data and some practical criteria to exclude mass transfer limitations, (3) tests Pt/C 5% commercial catalyst for the study of muconic acid hydrogenation at different operating conditions, (4) hypothesizes a reaction pathway in aqueous media, and (5) demonstrates the possibility to recycle the catalyst without loss in activity and selectivity. The developed analytical method evaluates muconic acid conversion by UV–vis analyses, while the selectivity towards adipic acid and mono-unsatured intermediates was determined by GC/TCD analysis after derivatization of the reaction mixture. Under optimized conditions the hydrogenation reaction (70°C, 4bar of hydrogen and 10 substrate/catalyst ratio (wt/wt)) reached full conversion with full selectivity toward adipic acid in 2h. Finally, recycling tests revealed the possibility to reuse catalyst up to 10 times without loss in conversion and selectivity opening the way to a scaling up of the process.
doi_str_mv 10.1016/j.apcatb.2017.06.060
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In this work trans,trans-muconic acid was hydrogenated to adipic acid, a strategic intermediate for the industry of polyamides and high performance polymers. This study: (1) develops a new and robust analytical method for the evaluation of muconic acid conversion and adipic acid selectivity, (2) defines a standard procedure for the confirmation of the kinetic regime using experimental data and some practical criteria to exclude mass transfer limitations, (3) tests Pt/C 5% commercial catalyst for the study of muconic acid hydrogenation at different operating conditions, (4) hypothesizes a reaction pathway in aqueous media, and (5) demonstrates the possibility to recycle the catalyst without loss in activity and selectivity. The developed analytical method evaluates muconic acid conversion by UV–vis analyses, while the selectivity towards adipic acid and mono-unsatured intermediates was determined by GC/TCD analysis after derivatization of the reaction mixture. 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B, Environmental</title><description>[Display omitted] •Muconic to adipic acid hydrogenation on 5% Pt/C.•Mild conditions: 4bar, 50–70°C, 60–90min.•Catalyst is stable and reusable, 100% selective.•Catalyst characterization pre-post reaction.•Insight on industrial bioprocess downstream. In this work trans,trans-muconic acid was hydrogenated to adipic acid, a strategic intermediate for the industry of polyamides and high performance polymers. 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Under optimized conditions the hydrogenation reaction (70°C, 4bar of hydrogen and 10 substrate/catalyst ratio (wt/wt)) reached full conversion with full selectivity toward adipic acid in 2h. 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subjects Acid production
Adipic acid
Bio-adipic acid
Catalysis
Catalysts
Conversion
Heterogeneous catalysis
Hydrogen storage
Hydrogenation
Intermediates
Mass transfer
Muconic acid
Platinum
Polyamide resins
Polyamides
Polymers
Scaling
Selectivity
title Bio-adipic acid production by catalysed hydrogenation of muconic acid in mild operating conditions
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